Cyclopropylamine → HCID 14391890, compound

HRID 1381458Notes

Reaction equation

HRID 1381458 reaction equation
[NH2:1][S:2]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[S:11](Cl)(=[O:13])=[O:12])(=[O:4])=[O:3].[CH:15]1([NH2:18])[CH2:17][CH2:16]1>C1COCC1>[CH:15]1([NH:18][S:11]([C:6]2[C:5]([S:2]([NH2:1])(=[O:4])=[O:3])=[CH:10][CH:9]=[CH:8][CH:7]=2)(=[O:13])=[O:12])[CH2:17][CH2:16]1

Participants

4

Reactant 2

HCID 69828CyclopropylamineHCID 13849569100704-37-8

Product 1

HCID 14391890HCID 14391890, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 1.28 g of 2-(aminosulfonyl)benzenesulfonyl chloride in 12 ml of dry THF was cooled to -65° C. and a solution of 0.80 ml of cyclopropylamine in 12 ml of dry THF added dropwise. The resulting mixture was allowed to warm to room temperature, filtered, and the filtrate concentrated in vacuo. The solid residue was partitioned between water and ethyl acetate, the organic phase was separated, washed with water, dried (MgSO4), concentrated in vacuo, and the residue triturated with 1-chlorobutane to provide 1.15 g of N-cyclopropyl-1,2-benzenedisulfonamide as a white solid, m.p. 202°-203° C.

Workup

  1. filtrationfiltered
  2. concentrationthe filtrate concentrated in vacuo
  3. customThe solid residue was partitioned between water and ethyl acetate
  4. customthe organic phase was separated
  5. washwashed with water
  6. dry with materialdried (MgSO4)
  7. concentrationconcentrated in vacuo
  8. customthe residue triturated with 1-chlorobutane

Sources & evidence

ORD record
ord-e02ba1deb1574177bc3e0704383b48a8
Source dataset
uspto-grants-1989_02
Patent number
US04802906

Reaction notes

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